TY  - JOUR
AU  - Lippert, Rainer
AU  - Shubina, Tatyana E.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Veselinović, Jovana
AU  - Nikodinović-Runić, Jasmina
AU  - Stanković, Nada
AU  - Ivanović-Burmazović, Ivana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2467
AB  - In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Redox behavior and biological properties of ferrocene bearing porphyrins
VL  - 171
SP  - 76
EP  - 89
DO  - 10.1016/j.jinorgbio.2017.03.002
ER  - 

@article{
author = "Lippert, Rainer and Shubina, Tatyana E. and Vojnović, Sandra and Pavić, Aleksandar and Veselinović, Jovana and Nikodinović-Runić, Jasmina and Stanković, Nada and Ivanović-Burmazović, Ivana",
year = "2017",
abstract = "In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Redox behavior and biological properties of ferrocene bearing porphyrins",
volume = "171",
pages = "76-89",
doi = "10.1016/j.jinorgbio.2017.03.002"
}

Lippert, R., Shubina, T. E., Vojnović, S., Pavić, A., Veselinović, J., Nikodinović-Runić, J., Stanković, N.,& Ivanović-Burmazović, I.. (2017). Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 171, 76-89.
https://doi.org/10.1016/j.jinorgbio.2017.03.002

Lippert R, Shubina TE, Vojnović S, Pavić A, Veselinović J, Nikodinović-Runić J, Stanković N, Ivanović-Burmazović I. Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry. 2017;171:76-89.
doi:10.1016/j.jinorgbio.2017.03.002 .

Lippert, Rainer, Shubina, Tatyana E., Vojnović, Sandra, Pavić, Aleksandar, Veselinović, Jovana, Nikodinović-Runić, Jasmina, Stanković, Nada, Ivanović-Burmazović, Ivana, "Redox behavior and biological properties of ferrocene bearing porphyrins" in Journal of Inorganic Biochemistry, 171 (2017):76-89,
https://doi.org/10.1016/j.jinorgbio.2017.03.002 . .

TY  - JOUR
AU  - Lippert, Rainer
AU  - Vojnović, Sandra
AU  - Mitrović, Aleksandra D.
AU  - Jux, Norbert
AU  - Ivanović-Burmazović, Ivana
AU  - Vasiljević, Branka
AU  - Stanković, Nada
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1815
AB  - Ferrocene-substituted porphyrin RL-91 exhibits antifungal activity against opportune human pathogen Candida albicans. RL-91 efficiently inhibits growth of both planktonic C albicans cells and cells within biofilms without photoactivation. The minimal inhibitory concentration for plankton form (PMIC) was established to be 100 mu g/mL and the same concentration killed 80% of sessile cells in the mature biofilm (SMIC80). Furthermore PMIC of RL-91 efficiently prevents C albicans biofilm formation. RL-91 is cytotoxic for human fibroblasts in vitro in concentration of 10 mu g/mL, however it does not cause hemolysis in concentrations of up to 50 mu g/mL. These findings open possibility for application of RL-91 as an antifungal agent for external antibiofilm treatment of medical devices as well as a scaffold for further development of porphyrin based systemic antifungals. (C) 2014 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation
VL  - 24
IS  - 15
SP  - 3506
EP  - 3511
DO  - 10.1016/j.bmcl.2014.05.061
ER  - 

@article{
author = "Lippert, Rainer and Vojnović, Sandra and Mitrović, Aleksandra D. and Jux, Norbert and Ivanović-Burmazović, Ivana and Vasiljević, Branka and Stanković, Nada",
year = "2014",
abstract = "Ferrocene-substituted porphyrin RL-91 exhibits antifungal activity against opportune human pathogen Candida albicans. RL-91 efficiently inhibits growth of both planktonic C albicans cells and cells within biofilms without photoactivation. The minimal inhibitory concentration for plankton form (PMIC) was established to be 100 mu g/mL and the same concentration killed 80% of sessile cells in the mature biofilm (SMIC80). Furthermore PMIC of RL-91 efficiently prevents C albicans biofilm formation. RL-91 is cytotoxic for human fibroblasts in vitro in concentration of 10 mu g/mL, however it does not cause hemolysis in concentrations of up to 50 mu g/mL. These findings open possibility for application of RL-91 as an antifungal agent for external antibiofilm treatment of medical devices as well as a scaffold for further development of porphyrin based systemic antifungals. (C) 2014 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation",
volume = "24",
number = "15",
pages = "3506-3511",
doi = "10.1016/j.bmcl.2014.05.061"
}

Lippert, R., Vojnović, S., Mitrović, A. D., Jux, N., Ivanović-Burmazović, I., Vasiljević, B.,& Stanković, N.. (2014). Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation. in Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 24(15), 3506-3511.
https://doi.org/10.1016/j.bmcl.2014.05.061

Lippert R, Vojnović S, Mitrović AD, Jux N, Ivanović-Burmazović I, Vasiljević B, Stanković N. Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation. in Bioorganic and Medicinal Chemistry Letters. 2014;24(15):3506-3511.
doi:10.1016/j.bmcl.2014.05.061 .

Lippert, Rainer, Vojnović, Sandra, Mitrović, Aleksandra D., Jux, Norbert, Ivanović-Burmazović, Ivana, Vasiljević, Branka, Stanković, Nada, "Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation" in Bioorganic and Medicinal Chemistry Letters, 24, no. 15 (2014):3506-3511,
https://doi.org/10.1016/j.bmcl.2014.05.061 . .

TY  - JOUR
AU  - Stanković, Nada
AU  - Šenerović, Lidija
AU  - Ilić-Tomić, Tatjana
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1763
AB  - The growing demand to fulfill the needs of present-day medicine in terms of novel effective molecules has lead to reexamining some of the old and known bacterial secondary metabolites. Bacterial prodigiosins (prodiginines) have a long history of being re markable multipurpose compounds, best examined for their anticancer and antimalarial activities. Production of prodigiosin in the most common producer strain Serratia marcescens has been described in great detail. However, few reports have discussed the ecophysiological roles of these molecules in the producing strains, as well as their antibiotic and UV-protective properties. This review describes recent advances in the production process, biosynthesis, properties, and applications of bacterial prodigiosins. Special emphasis is put on undecylprodigiosin which has generally been a less studied member of the prodigiosin family. In addition, it has been suggested that proteins involved in undecylprodigiosin synthesis, RedG and RedH, could be a useful addition to the biocatalytic toolbox being able to mediate regio- and stereoselective oxidative cyclization. Judging by the number of recent references (216 for the 2007-2013 period), it has become clear that undecylprodigiosin and other bacterial prodigiosins still hold surprises in terms of valuable properties and applicative potential to medical and other industrial fields and that they still deserve continuing research curiosity.
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Properties and applications of undecylprodigiosin and other bacterial prodigiosins
VL  - 98
IS  - 9
SP  - 3841
EP  - 3858
DO  - 10.1007/s00253-014-5590-1
ER  - 

@article{
author = "Stanković, Nada and Šenerović, Lidija and Ilić-Tomić, Tatjana and Vasiljević, Branka and Nikodinović-Runić, Jasmina",
year = "2014",
abstract = "The growing demand to fulfill the needs of present-day medicine in terms of novel effective molecules has lead to reexamining some of the old and known bacterial secondary metabolites. Bacterial prodigiosins (prodiginines) have a long history of being re markable multipurpose compounds, best examined for their anticancer and antimalarial activities. Production of prodigiosin in the most common producer strain Serratia marcescens has been described in great detail. However, few reports have discussed the ecophysiological roles of these molecules in the producing strains, as well as their antibiotic and UV-protective properties. This review describes recent advances in the production process, biosynthesis, properties, and applications of bacterial prodigiosins. Special emphasis is put on undecylprodigiosin which has generally been a less studied member of the prodigiosin family. In addition, it has been suggested that proteins involved in undecylprodigiosin synthesis, RedG and RedH, could be a useful addition to the biocatalytic toolbox being able to mediate regio- and stereoselective oxidative cyclization. Judging by the number of recent references (216 for the 2007-2013 period), it has become clear that undecylprodigiosin and other bacterial prodigiosins still hold surprises in terms of valuable properties and applicative potential to medical and other industrial fields and that they still deserve continuing research curiosity.",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Properties and applications of undecylprodigiosin and other bacterial prodigiosins",
volume = "98",
number = "9",
pages = "3841-3858",
doi = "10.1007/s00253-014-5590-1"
}

Stanković, N., Šenerović, L., Ilić-Tomić, T., Vasiljević, B.,& Nikodinović-Runić, J.. (2014). Properties and applications of undecylprodigiosin and other bacterial prodigiosins. in Applied Microbiology and Biotechnology
Springer, New York., 98(9), 3841-3858.
https://doi.org/10.1007/s00253-014-5590-1

Stanković N, Šenerović L, Ilić-Tomić T, Vasiljević B, Nikodinović-Runić J. Properties and applications of undecylprodigiosin and other bacterial prodigiosins. in Applied Microbiology and Biotechnology. 2014;98(9):3841-3858.
doi:10.1007/s00253-014-5590-1 .

Stanković, Nada, Šenerović, Lidija, Ilić-Tomić, Tatjana, Vasiljević, Branka, Nikodinović-Runić, Jasmina, "Properties and applications of undecylprodigiosin and other bacterial prodigiosins" in Applied Microbiology and Biotechnology, 98, no. 9 (2014):3841-3858,
https://doi.org/10.1007/s00253-014-5590-1 . .

TY  - JOUR
AU  - Stanković, Nada
AU  - Radulovic, Vanja
AU  - Petković, Miloš
AU  - Vučković, Ivan M.
AU  - Jadranin, Milka
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1548
AB  - A Gram-positive, red-pigment-producing bacterial strain, designated JS520 was isolated from the pristine sediment from the cave on mountain Miroc in Serbia. Strain was confirmed to belong to Streptomyces genus based on phenotypic and genetic analysis. Streptomyces sp. JS520 has the ability to produce exceptionally high amounts of deep red pigment into both solid and liquid media. Liquid chromatography and mass spectroscopy of the purified pigments revealed the major component to be undecylprodigiosin (93 %) with minor component being oxidatively cyclized derivative. The pigment production was affected by medium composition, temperature, pH, and the aeration rate. By medium optimization, yields of undecylprodigiosin of 138 mg l(-1) were achieved, what is the highest level of undecylprodigiosin production reported for the members of Gram-positive Streptomyces genus. Purified pigment had antimicrobial properties against bacterial Bacillus and Micrococcus species (50 mu g ml(-1)) and against Candida albicans species (100-200 mu g ml(-1) range). The ability to affect auto-oxidation of the linoleic acid was demonstrated for the purified undecylprodigiosin, suggesting antioxidative properties of this pigment. Multiple ecophysiological roles of the pigment were revealed by comparing cultures grown under pigment-producing and pigment-nonproducing conditions. Cells grown under undecylprodigiosin-producing conditions could tolerate presence of hydrogen peroxide exhibiting three times smaller zones of inhibition at 100 mM H2O2. Undecylprodigiosin-producing cells were also less susceptible to tetracycline, kanamycin, chloramphenicol, and 8-hydroxyquinoline. While the growth of the cells not producing pigment was completely inhibited by 15 min of exposure to ultraviolet light (254 nm), cells producing undecylprodigiosin and cells supplied with purified pigment in vitro showed survival rates at 22 and 8 %, respectively.
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - Streptomyces sp JS520 produces exceptionally high quantities of undecylprodigiosin with antibacterial, antioxidative, and UV-protective properties
VL  - 96
IS  - 5
SP  - 1217
EP  - 1231
DO  - 10.1007/s00253-012-4237-3
ER  - 

@article{
author = "Stanković, Nada and Radulovic, Vanja and Petković, Miloš and Vučković, Ivan M. and Jadranin, Milka and Vasiljević, Branka and Nikodinović-Runić, Jasmina",
year = "2012",
abstract = "A Gram-positive, red-pigment-producing bacterial strain, designated JS520 was isolated from the pristine sediment from the cave on mountain Miroc in Serbia. Strain was confirmed to belong to Streptomyces genus based on phenotypic and genetic analysis. Streptomyces sp. JS520 has the ability to produce exceptionally high amounts of deep red pigment into both solid and liquid media. Liquid chromatography and mass spectroscopy of the purified pigments revealed the major component to be undecylprodigiosin (93 %) with minor component being oxidatively cyclized derivative. The pigment production was affected by medium composition, temperature, pH, and the aeration rate. By medium optimization, yields of undecylprodigiosin of 138 mg l(-1) were achieved, what is the highest level of undecylprodigiosin production reported for the members of Gram-positive Streptomyces genus. Purified pigment had antimicrobial properties against bacterial Bacillus and Micrococcus species (50 mu g ml(-1)) and against Candida albicans species (100-200 mu g ml(-1) range). The ability to affect auto-oxidation of the linoleic acid was demonstrated for the purified undecylprodigiosin, suggesting antioxidative properties of this pigment. Multiple ecophysiological roles of the pigment were revealed by comparing cultures grown under pigment-producing and pigment-nonproducing conditions. Cells grown under undecylprodigiosin-producing conditions could tolerate presence of hydrogen peroxide exhibiting three times smaller zones of inhibition at 100 mM H2O2. Undecylprodigiosin-producing cells were also less susceptible to tetracycline, kanamycin, chloramphenicol, and 8-hydroxyquinoline. While the growth of the cells not producing pigment was completely inhibited by 15 min of exposure to ultraviolet light (254 nm), cells producing undecylprodigiosin and cells supplied with purified pigment in vitro showed survival rates at 22 and 8 %, respectively.",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "Streptomyces sp JS520 produces exceptionally high quantities of undecylprodigiosin with antibacterial, antioxidative, and UV-protective properties",
volume = "96",
number = "5",
pages = "1217-1231",
doi = "10.1007/s00253-012-4237-3"
}

Stanković, N., Radulovic, V., Petković, M., Vučković, I. M., Jadranin, M., Vasiljević, B.,& Nikodinović-Runić, J.. (2012). Streptomyces sp JS520 produces exceptionally high quantities of undecylprodigiosin with antibacterial, antioxidative, and UV-protective properties. in Applied Microbiology and Biotechnology
Springer, New York., 96(5), 1217-1231.
https://doi.org/10.1007/s00253-012-4237-3

Stanković N, Radulovic V, Petković M, Vučković IM, Jadranin M, Vasiljević B, Nikodinović-Runić J. Streptomyces sp JS520 produces exceptionally high quantities of undecylprodigiosin with antibacterial, antioxidative, and UV-protective properties. in Applied Microbiology and Biotechnology. 2012;96(5):1217-1231.
doi:10.1007/s00253-012-4237-3 .

Stanković, Nada, Radulovic, Vanja, Petković, Miloš, Vučković, Ivan M., Jadranin, Milka, Vasiljević, Branka, Nikodinović-Runić, Jasmina, "Streptomyces sp JS520 produces exceptionally high quantities of undecylprodigiosin with antibacterial, antioxidative, and UV-protective properties" in Applied Microbiology and Biotechnology, 96, no. 5 (2012):1217-1231,
https://doi.org/10.1007/s00253-012-4237-3 . .